# Adam Jackson

> Adam Jackson is a San Francisco-based software engineer, entrepreneur and investor. He co-founded MarketSquare, DriverSide, Doctor On Demand and Braintrust, where he serves as co-founder and CEO. His work centers on marketplaces, network incentives and AI recruiting; he is also a proprietor of Asymmetric Vineyards in Napa Valley.

- **Role:** Co-founder and CEO at Braintrust
- **Organizations:** Braintrust, Freelance Labs, Doctor On Demand, MarketSquare, DriverSide, Intuit, Advance Auto Parts, Cambrian Asset Management, Asymmetric Vineyards
- **From:** Cleveland, United States
- **Education:** BS, Computer Science and Economics, Vanderbilt University
- **Known for:** Founded two businesses acquired by public companies: MarketSquare by Intuit in 2006 and DriverSide by Advance Auto Parts in 2011., Co-founded Doctor On Demand and served as its founding CEO., Co-founded Braintrust and led its expansion into AI recruiting.

## Career timeline

- **2004** — Founded MarketSquare, an online local-shopping marketplace.
- **2006** — MarketSquare acquired by Intuit; joined Intuit in product development.
- **2007** — Co-founded DriverSide with Trevor Traina and Jad Dunning.
- **2011** — DriverSide acquired by Advance Auto Parts.
- **2012-2016** — Co-founder and founding CEO of Doctor On Demand.
- **2017** — Co-founded Cambrian Asset Management; served as CTO and managing partner.
- **2018** — Co-founded Braintrust with Gabe Luna-Ostaseski.
- **2020** — Acquired the Coombsville property associated with Asymmetric Vineyards.
- **2023** — Hosted The Adam Jackson Show and discussed network automation publicly.
- **2024** — Braintrust launched AIR, its AI recruiting product.

## Achievements

- Founded two businesses acquired by public companies: MarketSquare by Intuit in 2006 and DriverSide by Advance Auto Parts in 2011.
- Co-founded Doctor On Demand and served as its founding CEO.
- Co-founded Braintrust and led its expansion into AI recruiting.
- Angel investments disclosed in companies including Rapportive, Automatic, Superhuman and the Long-Term Stock Exchange.

## Latest updates

- **2026-01** — Published a January 18 article describing AIR as adaptive conversational voice screening with human review.
- **2025-10** — Appeared on Roger Martin’s podcast to discuss AI recruiting and his entrepreneurial career.

## Links

- LinkedIn: https://www.linkedin.com/in/ajackson/
- Twitter/X: https://x.com/adamjceo
- YouTube: https://www.youtube.com/@adamjacksonshow
- Instagram: https://www.instagram.com/adamjacksonsf/

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Profile page: https://yespress.io/adam-jackson
Published by YesPress — https://yespress.io
Last updated: 2026-10-24